Synthese hochwirksamer Dekapeptide mit der Aminosäuresequenz des Val5-Hypertensins I (L-Asparagyl-L-arginyl-L-valyl-L-tyrsyl-L-valyl-L-histidyl-L-prolyl-L-phenylalanyl-L-histidyl-L-leucin und L-Asparaginyl-L-arginyl-L-valyl-L-tyrosyl-L-valyl-L-histidyl-L-prolyl-L-phenylalanyl-L-histidyl-L-leucin)

✍ Scribed by R. Schwyzer; B. Iselin; H. Kappeler; B. Riniker; W. Rittel; H. Zuber

• Publisher: John Wiley and Sons
• Year: 1958
• Tongue: German
• Weight: 906 KB
• Volume: 41
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19580410512

✦ Synopsis

Abstract

The preliminarily published synthesis(^4^) of decapeptides with the amino acid sequence of Val^5^‐hypertensin I has been repeated several times. The products showed a high hypertensive activity, comparable with that of the corresponding octapeptides [Val^5^‐hypertensin II and Val^5^‐hypertensin II‐Asp‐β‐amide(^12^)]. The synthesis yielding the purest intermediates and products is described in this paper. The high chemical purity of the synthetic Val^5^‐hypertensin I and Val^5^‐hypertensin I‐Asp‐β‐amide was ascertained by countercurrent distribution, paper chromatography, elemental analysis, and determination of amino acids after hydrolysis. The free, crystalline peptides H · Val‐Tyr · OH (L–L), H · Val‐His · OH (L–L), H · Val‐Tyr‐Val · OH (L~3~), H · Val‐Tyr‐Val‐His · OH (L~4~) and H · Pro‐Phe · OH (L–L) were prepared from intermediates of the synthesis.